Interaction of styrene with triphenylphosphinecobalt complexes

Шмидт, Ф. К.; Sarayev, V. V.; Nindakova, L. O.; Gruznykh, V. A.; Krasnopol'skaya, S. M.; Levkovskii, Y. S.

doi:10.1007/bf02068909

Cited by 7 publications

(4 citation statements)

References 6 publications

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“…However, studies over the past 10−15 years have increasingly focused on two topics. The first is the generation of a molecular-level understanding of palladium-mediated Heck catalysis, and it is clear now that, more often than not, the added palladium significantly restructures under reaction conditions to generate an active species that is quite different from the form added to the reactor. , Indeed, a comprehensive understanding of the mechanisms of high-temperature 12 Heck catalysis has been assembled over the past decade, starting with the work of Schmidt − and including key contributions from Arai, − Köhler, − Biffis, − de Vries, ,, and others . The second modern thrust has been the development of effective donor ligands for low-temperature 12 C−C bond coupling reactions using the low cost but difficult to activate family of aryl chlorides.…”

Section: Introductionmentioning

confidence: 99%

Mizoroki−Heck Coupling Using Immobilized Molecular Precatalysts: Leaching Active Species from Pd Pincers, Entrapped Pd Salts, and Pd NHC Complexes

2007

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The Mizoroki-Heck reaction is a palladium-catalyzed reaction of both practical importance and scientific significance. Two challenges currently faced by practitioners of the Heck and other palladium-catalyzed coupling reactions are (i) minimizing the costs associated with this reaction by developing high TON catalysts or facilitating catalyst recovery and (ii) elucidating the nature of the active species when using various different precatalysts. These two challenges, one practical and one fundamental, served as our motivation in our studies of immobilized molecular palladium(II) complexes as precatalysts in Mizoroki-Heck reactions. This Forum Article describes our investigations in this area, highlighting our approach to the elucidation of the active catalyst by combining kinetic and poisoning studies of several different related precatalysts, our development of new, selective catalyst poisons, and our quest for stable, recyclable supported Heck, Suzuki, and Sonogashira coupling catalysts. Under high-temperature conditions (120 degrees C), all precatalysts studied are conclusively shown to decompose, liberating soluble, active palladium(0) species that are the true catalysts. Techniques for the elucidation of the nature of the truly active Pd species are enumerated.

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Section: Introductionmentioning

confidence: 99%

Mizoroki−Heck Coupling Using Immobilized Molecular Precatalysts: Leaching Active Species from Pd Pincers, Entrapped Pd Salts, and Pd NHC Complexes

2007

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“…Initially, Pd/C was regarded as a heterogeneous catalyst for the Suzuki–Miyaura reaction ,. However, A. F. Shmidt and L. V. Mametova proposed that the catalyst of the Suzuki–Miyaura reaction actually works due to the leaching of Pd nanoparticles from Pd/C into the solution, which was later confirmed in particular by Sun and Khinast . This latter group further indicated that the oxidative addition of aryl bromides or aryl borates was the main cause for Pd leaching.…”

Section: Applications Of Pd/cmentioning

confidence: 95%

“…Early use of Pd/C‐catalyzed reactions was disclosed by Julia, showing that aryl chlorides could undergo the Heck reaction that had been discovered by Heck and Mirozoki during the preceding years. It was proposed only a quarter of century later by Shmidt and Mametova that only leached soluble Pd species from Pd/C were responsible for the Heck reaction. This principle has later been recognized, so that the catalytic mechanism of Pd/C and molecular sources of Pd nanoparticles such as Pd acetate or other Pd(II) complexes are intimately related.…”

Section: Introductionmentioning

confidence: 99%

Development of the Applications of Palladium on Charcoal in Organic Synthesis

Liu

Astruc

2018

Adv Synth Catal

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Palladium on charcoal( Pd/C)h as lots of salient merits:( i) it is ac heap andc ommercial source of palladium, (ii)i ts hows efficientc atalytic activity even without ligands,( iii)a saheterogeneous catalyst it is easily recycledm any times by simple filtration,a nd (iv) it is applicablet oag reat number of reactions and substrates,a lthough it is eventually less efficient than homogeneous Pd catalysts containing some sophisticated ligands.T hisr eview recalls the main background ands ummarizes the progress made essentially during the last twelve years in Pd/C-catalyzed organic synthesis since the reviews by Felpins group andSekiin2 006.

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“…It is well known that this type of heterogeneous catalysts just serves as a reservoir of homogeneous active species. [15] The leached palladium particles usually form during the oxidative addition of aryl halide [16] or by the ligation of the phosphane ligands. [17] Hot filtration of the supported catalysts at the beginning of the amination reaction of iodobenzene was performed, and we observed the formation of the desired coupling product in the homogeneous reaction mixture after this phase separation.…”

Section: Resultsmentioning

confidence: 99%

Examination of the Aromatic Amination Catalyzed by Palladium on Charcoal

Komáromi

Novàk

2010

Adv Synth Catal

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Abstract:The Buchwald-Hartwig amination of aryl halides with secondary amines and functionalized aromatic amines catalyzed by solid-supported palladium is reported. The choices of ligand, base and solvent are crucial for the successful coupling. The amination of aromatic iodides, bromides and chlorides can be easily achieved with palladium on charcoal in the presence of a biphenylphosphane-type ligand at 80-110 8C. In addition, the palladium on charcoal catalyst is easily separable after the reaction, and reusable several times with only small activity loss.

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Interaction of styrene with triphenylphosphinecobalt complexes

Cited by 7 publications

References 6 publications

Mizoroki−Heck Coupling Using Immobilized Molecular Precatalysts: Leaching Active Species from Pd Pincers, Entrapped Pd Salts, and Pd NHC Complexes

Mizoroki−Heck Coupling Using Immobilized Molecular Precatalysts: Leaching Active Species from Pd Pincers, Entrapped Pd Salts, and Pd NHC Complexes

Development of the Applications of Palladium on Charcoal in Organic Synthesis

Examination of the Aromatic Amination Catalyzed by Palladium on Charcoal

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